JP4461932B2 - 耐燃料油性ゴム組成物及び加硫ゴム - Google Patents
耐燃料油性ゴム組成物及び加硫ゴム Download PDFInfo
- Publication number
- JP4461932B2 JP4461932B2 JP2004201865A JP2004201865A JP4461932B2 JP 4461932 B2 JP4461932 B2 JP 4461932B2 JP 2004201865 A JP2004201865 A JP 2004201865A JP 2004201865 A JP2004201865 A JP 2004201865A JP 4461932 B2 JP4461932 B2 JP 4461932B2
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- Prior art keywords
- rubber
- mass
- parts
- fuel oil
- unsaturated nitrile
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000005060 rubber Substances 0.000 title claims description 151
- 239000000203 mixture Substances 0.000 title claims description 81
- 239000000295 fuel oil Substances 0.000 title claims description 80
- 239000004636 vulcanized rubber Substances 0.000 title claims description 59
- 150000002825 nitriles Chemical class 0.000 claims description 109
- 229920003244 diene elastomer Polymers 0.000 claims description 84
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 51
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- 238000012360 testing method Methods 0.000 claims description 31
- 125000003700 epoxy group Chemical group 0.000 claims description 30
- 239000002244 precipitate Substances 0.000 claims description 19
- 238000000605 extraction Methods 0.000 claims description 15
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- 239000002184 metal Substances 0.000 claims description 13
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- 229910052717 sulfur Inorganic materials 0.000 claims description 13
- 239000011593 sulfur Substances 0.000 claims description 13
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 12
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- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 12
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- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 12
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 229910001220 stainless steel Inorganic materials 0.000 claims description 8
- 239000010935 stainless steel Substances 0.000 claims description 8
- 150000001451 organic peroxides Chemical class 0.000 claims description 7
- 239000004014 plasticizer Substances 0.000 claims description 7
- 239000000446 fuel Substances 0.000 claims description 6
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- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 claims description 3
- 238000007664 blowing Methods 0.000 claims description 3
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 claims description 3
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- 238000000034 method Methods 0.000 description 24
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- 150000001993 dienes Chemical class 0.000 description 22
- 238000002156 mixing Methods 0.000 description 21
- 229920000459 Nitrile rubber Polymers 0.000 description 18
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- 239000002994 raw material Substances 0.000 description 16
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- 239000003795 chemical substances by application Substances 0.000 description 15
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- 239000011787 zinc oxide Substances 0.000 description 10
- 235000014692 zinc oxide Nutrition 0.000 description 10
- BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 8
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 229920002554 vinyl polymer Polymers 0.000 description 8
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 7
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
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- 229940114077 acrylic acid Drugs 0.000 description 6
- AUZONCFQVSMFAP-UHFFFAOYSA-N disulfiram Chemical compound CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 description 6
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 6
- 239000008117 stearic acid Substances 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 239000007870 radical polymerization initiator Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 239000004927 clay Substances 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 238000013329 compounding Methods 0.000 description 4
- 239000004816 latex Substances 0.000 description 4
- 229920000126 latex Polymers 0.000 description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
- 239000012744 reinforcing agent Substances 0.000 description 4
- 150000004671 saturated fatty acids Chemical class 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 229920001174 Diethylhydroxylamine Polymers 0.000 description 3
- 235000021314 Palmitic acid Nutrition 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000005250 alkyl acrylate group Chemical group 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- ARCGXLSVLAOJQL-UHFFFAOYSA-N anhydrous trimellitic acid Natural products OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 3
- 230000003712 anti-aging effect Effects 0.000 description 3
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 239000001110 calcium chloride Substances 0.000 description 3
- 229910001628 calcium chloride Inorganic materials 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 238000002485 combustion reaction Methods 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- FVCOIAYSJZGECG-UHFFFAOYSA-N diethylhydroxylamine Chemical compound CCN(O)CC FVCOIAYSJZGECG-UHFFFAOYSA-N 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
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- 150000002978 peroxides Chemical class 0.000 description 3
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 3
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 3
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
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- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 150000002462 imidazolines Chemical class 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 229920003049 isoprene rubber Polymers 0.000 description 1
- 239000003273 ketjen black Substances 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- XCOBTUNSZUJCDH-UHFFFAOYSA-B lithium magnesium sodium silicate Chemical compound [Li+].[Li+].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Na+].[Na+].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3 XCOBTUNSZUJCDH-UHFFFAOYSA-B 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- DZBOAIYHPIPCBP-UHFFFAOYSA-L magnesium;2-methylprop-2-enoate Chemical compound [Mg+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O DZBOAIYHPIPCBP-UHFFFAOYSA-L 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- NKHAVTQWNUWKEO-IHWYPQMZSA-N methyl hydrogen fumarate Chemical compound COC(=O)\C=C/C(O)=O NKHAVTQWNUWKEO-IHWYPQMZSA-N 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 description 1
- 239000002557 mineral fiber Substances 0.000 description 1
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 1
- GQWNEBHACPGBIG-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)-2-[2-(1,3-benzothiazol-2-ylsulfanylamino)ethoxy]ethanamine Chemical compound C1=CC=C2SC(SNCCOCCNSC=3SC4=CC=CC=C4N=3)=NC2=C1 GQWNEBHACPGBIG-UHFFFAOYSA-N 0.000 description 1
- ILSQBBRAYMWZLQ-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)-n-propan-2-ylpropan-2-amine Chemical compound C1=CC=C2SC(SN(C(C)C)C(C)C)=NC2=C1 ILSQBBRAYMWZLQ-UHFFFAOYSA-N 0.000 description 1
- GFSJJVJWCAMZEV-UHFFFAOYSA-N n-(4-anilinophenyl)-2-methylprop-2-enamide Chemical compound C1=CC(NC(=O)C(=C)C)=CC=C1NC1=CC=CC=C1 GFSJJVJWCAMZEV-UHFFFAOYSA-N 0.000 description 1
- HKLPOBRVSAUJSG-UHFFFAOYSA-N n-(4-anilinophenyl)prop-2-enamide Chemical compound C1=CC(NC(=O)C=C)=CC=C1NC1=CC=CC=C1 HKLPOBRVSAUJSG-UHFFFAOYSA-N 0.000 description 1
- LPXPSTWBTULMJE-UHFFFAOYSA-N n-phenylbutan-1-imine Chemical compound CCCC=NC1=CC=CC=C1 LPXPSTWBTULMJE-UHFFFAOYSA-N 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- BQHTWZRFOSRCCH-UHFFFAOYSA-L nickel(2+);dicarbamodithioate Chemical compound [Ni+2].NC([S-])=S.NC([S-])=S BQHTWZRFOSRCCH-UHFFFAOYSA-L 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 description 1
- UHGIMQLJWRAPLT-UHFFFAOYSA-N octadecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(O)(O)=O UHGIMQLJWRAPLT-UHFFFAOYSA-N 0.000 description 1
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 235000007686 potassium Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical class [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 1
- 229940052367 sulfur,colloidal Drugs 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- WXBXVVIUZANZAU-CMDGGOBGSA-N trans-2-decenoic acid Chemical compound CCCCCCC\C=C\C(O)=O WXBXVVIUZANZAU-CMDGGOBGSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000013024 troubleshooting Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
- RKQOSDAEEGPRER-UHFFFAOYSA-L zinc diethyldithiocarbamate Chemical compound [Zn+2].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S RKQOSDAEEGPRER-UHFFFAOYSA-L 0.000 description 1
- LPEBYPDZMWMCLZ-CVBJKYQLSA-L zinc;(z)-octadec-9-enoate Chemical compound [Zn+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O LPEBYPDZMWMCLZ-CVBJKYQLSA-L 0.000 description 1
- PIMBTRGLTHJJRV-UHFFFAOYSA-L zinc;2-methylprop-2-enoate Chemical compound [Zn+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O PIMBTRGLTHJJRV-UHFFFAOYSA-L 0.000 description 1
- NEYNBSGIXOOZGZ-UHFFFAOYSA-L zinc;butoxymethanedithioate Chemical compound [Zn+2].CCCCOC([S-])=S.CCCCOC([S-])=S NEYNBSGIXOOZGZ-UHFFFAOYSA-L 0.000 description 1
- KMNUDJAXRXUZQS-UHFFFAOYSA-L zinc;n-ethyl-n-phenylcarbamodithioate Chemical compound [Zn+2].CCN(C([S-])=S)C1=CC=CC=C1.CCN(C([S-])=S)C1=CC=CC=C1 KMNUDJAXRXUZQS-UHFFFAOYSA-L 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Rigid Pipes And Flexible Pipes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
木村都威著、「ゴム工場の現場トラブル対策」、初版、株式会社大成社、1983年11月、P145 木村都威著、「現場技術者向け講演会(テーマ:現場トラブル対策、講演者:木村都威)資料」、社団法人日本ゴム協会東海支部開催の講演会、講演日:1993年9月13日、P3,4
抽出試験:耐燃料油性ゴム組成物をシート状に加工し、160℃、20分の条件でプレス加硫して厚さ2mmのシート状の加硫ゴムを作製する。次に、得られたシート状の加硫ゴムを一辺1cmの正方形に細断してサンプルを作製する。次に、ステンレス管にサンプルを30g入れ、更に試験用燃料油C(トルエン/イソオクタン=50/50(体積比):JIS K6258)を100ml入れる。そして、サンプル及び試験用燃料油Cを40℃とし、その状態でサンプルを試験用燃料油C中に72時間浸漬させる。次に、ステンレス管中の液体(試験用燃料油C及び抽出物)だけを100mlマイヤーフラスコに移し、70℃ホットプレート上で窒素を液面に吹きかけながら全体の体積が10mlになるまで濃縮する。次に、得られた10mlの液体(濃縮された、試験用燃料油C及び抽出物)を遠心分離用容器に移して72時間放置する。次に、回転数400rpmで3分間遠心分離して、沈殿物を得る。
耐燃料油性ゴム組成物をシート状に加工し、160℃、20分の条件でプレス加硫して厚さ2mmのシート状の加硫ゴムを作製する。次に、得られたシート状の加硫ゴムを一辺1cmの正方形に細断してサンプルを作製する。次に、ステンレス管にサンプルを30g入れ、更に試験用燃料油C(トルエン/イソオクタン=50/50(体積比):JIS K6258)を100ml入れる。そして、サンプル及び試験用燃料油Cを40℃とし、その状態でサンプルを試験用燃料油C中に72時間浸漬させる。次に、ステンレス管中の液体(試験用燃料油C及び抽出物)だけを100mlマイヤーフラスコに移し、70℃ホットプレート上で窒素を液面に吹きかけながら全体の体積が約10mlになるまで濃縮する。次に、得られた約10mlの液体(濃縮された、試験用燃料油C及び抽出物)を遠心分離用容器に移して72時間放置する。次に、回転数400rpmで3分間遠心分離して、沈殿物の体積(ml)を確認する。沈殿物の体積は、沈殿物を遠心分離用容器から取り出さずに、遠心分離終了後、遠心分離用容器内に沈殿した状態で測定する。遠心分離用容器は、沈殿物がその底部に沈殿した状態で、沈殿物の体積を測定できるものである。例えば必要な目盛りの付いた管である。
(G1)JSR社製 NBR 商品名N222L(アクリロニトリル単位量=43%、ムーニー粘度[ML1+4(100℃)]=45)
(G2)JSR社製 NBR/PVC 商品名NV72(NBR/PVC=70/30、ムーニー粘度[ML1+4(100℃)]=75)
(G3)NBR/ACM(アクリルゴム)混合ゴム N222L/AREX100=60/40(AREX100:ジエン系アクリルゴム、JSR社の商品名)
(G4)C−NBR/エポキシ基及びジエン含有ANM(C−NBR:カルボキシル基含有NBR、ANM:アクリル酸エステル類とアクリロニトリルとのゴム状共重合体)、C−NBR/エポキシ基及びジエン含有ANM=60/40、カルボキシル基(−COOH)含有量が0.348mmol/g
(C−NBR)
アクリロニトリル45部、ブタジエン52部及びメタクリル酸3部からなる単量体混合物、ラウリル硫酸ナトリウム4部、過硫酸カリウム0.2部及び水200部を窒素置換したステンレス製反応器に仕込み、40℃で重合させた。重合転化率がほぼ80%に達したところで、N,N−ジエチルヒドロキシルアミン0.5部を反応系に添加して共重合反応を停止させた(反応時間8時間)。次いで、反応生成物を含むラテックスに0.25%塩化カルシウム水溶液を添加して共重合ゴムを凝固させた。この凝固物を十分に水洗した後、約90℃で3時間乾燥させることにより、ムーニー粘度[ML1+4(100℃)]が80であり、アクリロニトリル単位量が41%、カルボキシル基含有量が0.348mmol/gであるC−NBR(カルボキシル基含有不飽和ニトリル・共役ジエン系共重合体)を得た。
(エポキシ基及びジエン含有ANM)
アクリル酸エチル65部、メタクリル酸グリシジル5部、アクリロニトリル25部及びアクリル酸ジヒドロジシクロペンタジエニルオキシエチル5部からなる単量体混合物、ラウリル硫酸ナトリウム4部、過硫酸カリウム0.2部及び水200部を、窒素置換したステンレス製反応器に仕込み、50℃で重合させた。重合転化率がほぼ100%に達したところで、N,N−ジエチルヒドロキシルアミン0.5部を反応系に添加して共重合反応を停止させた(反応時間15時間)。次いで、反応生成物を含むラテックスに0.25%塩化カルシウム水溶液を添加して共重合ゴムを凝固させた。この凝固物を十分に水洗した後、約90℃で3時間乾燥させることにより、ムーニー粘度[ML1+4(100℃)]が70であるエポキシ基及びジエン含有ANMを得た。
(実施例1)
上記原料ゴム(G1)100部、カーボンブラック(商品名「シーストSO」、東海カーボン社製)70部、アジピン酸エーテルエステル系可塑剤(可塑剤)(商品名「アデカサイザーRS107」、旭電化工業社製)30部、亜鉛華(商品名「酸化亜鉛2種」、正同化学社製)5.0部、オレイン酸ナトリウム(商品名「ノンサールON−A」、日本油脂社製)1.0部、及び硫黄(商品名「粉末硫黄」、鶴見化学社製)0.5部を混合し、バンバリーミキサーにて混練した。そして、得られた混合物に更に、加硫促進剤(I)としてテトラエチルチウラムジスルフィド(TETDS)(商品名「ノクセラーTET」、大内新興化学工業社製)1.5部、及び加硫促進剤(II)としてN−シクロヘキシル−2−ベンゾチアゾリルスルフェンアミド(商品名「ノクセラーCZ」、大内新興化学工業社製)1.2部を配合して、直径6インチのロールで練り込み、ゴム組成物(耐燃料油性ゴム組成物)を調製した。得られたゴム組成物を160℃で20分プレス加硫を行うことにより厚さ2mmの加硫ゴムシートを作製し、その物性評価を行った。各原料の配合(質量部)と評価結果を表1に示す。尚、架硫ゴムの評価は下記方法に拠った。また、「バンバリー排出性」は、上記混合物をバンバリーミキサーにて混練・排出するときに、排出時の取り出しが容易であった場合を「良い」とし、取り出しが困難であった場合を「劣る」として評価したものである。また、抽出試験の結果、遠心分離用容器内に沈殿物が沈殿する様子を図1(a)に示す。
(2)硬度(Hs):柔軟性の指標としてJIS−K6253に準拠して測定した。
(3)圧縮永久歪み:JIS−K6262に準拠し、100℃、70時間、25%圧縮後の値を測定した。
(4)抽出試験:上述した所定の抽出試験により試験を行った。表1の「抽出試験」では沈殿物の体積(ml)を示している。
オレイン酸ナトリウムに代えてオレイン酸亜鉛(試薬、添川理化学社製)を用いた以外は実施例1と同様にしてゴム組成物を調製し、加硫ゴムシートを作製し、その物性評価を上記方法にて行った。各原料の配合(質量部)と評価結果を表1に示す。
オレイン酸ナトリウムに代えてオレイン酸A(試薬、キシダ化学社製)を用いた以外は実施例1と同様にしてゴム組成物を調製し、加硫ゴムシートを作製し、その物性評価を上記方法にて行った。各原料の配合(質量部)と評価結果を表1に示す。
オレイン酸ナトリウムに代えてオレイン酸B(商品名「EXTRA OLEIN 80」、日本油脂社製)を用いた以外は実施例1と同様にしてゴム組成物を調製し、加硫ゴムシートを作製し、その物性評価を上記方法にて行った。各原料の配合(質量部)と評価結果を表1に示す。
原料ゴム(G1)に代えて原料ゴム(G2)を用い、カーボンブラックの配合量を70部に代えて50部とした以外は、実施例1と同様にしてゴム組成物を調製し、加硫ゴムシートを作製し、その物性評価を上記方法にて行った。各原料の配合(質量部)と評価結果を表1に示す。
原料ゴム(G1)に代えて原料ゴム(G3)を用いた以外は、実施例1と同様にしてゴム組成物を調製し、加硫ゴムシートを作製し、その物性評価を上記方法にて行った。各原料の配合(質量部)と評価結果を表1に示す。
原料ゴム(G1)に代えて原料ゴム(G4)を用い、オレイン酸ナトリウムに代えてオレイン酸Aとした以外は、実施例1と同様にしてゴム組成物を調製し、加硫ゴムシートを作製し、その物性評価を上記方法にて行った。各原料の配合(質量部)と評価結果を表1に示す。
オレイン酸ナトリウムを配合しなかった以外は、実施例1と同様にしてゴム組成物を調製し、加硫ゴムシートを作製し、その物性評価を上記方法にて行った。各原料の配合(質量部)と評価結果を表1に示す。
オレイン酸ナトリウムに代えてステアリン酸(商品名「ルナックS−30」、花王社製)を用いた以外は、実施例1と同様にしてゴム組成物を調製し、加硫ゴムシートを作製し、その物性評価を上記方法にて行った。各原料の配合(質量部)と評価結果を表1に示す。また、抽出試験の結果、遠心分離用容器内に沈殿物が沈殿する様子を図1(b)に示す。
オレイン酸ナトリウムに代えてパルミチン酸(商品名「ルナックP−95」、花王社製)を用いた以外は、実施例1と同様にしてゴム組成物を調製し、加硫ゴムシートを作製し、その物性評価を上記方法にて行った。各原料の配合(質量部)と評価結果を表1に示す。
原料ゴム(G1)に代えて原料ゴム(G3)を用い、オレイン酸ナトリウムに代えてステアリン酸とした以外は、実施例1と同様にしてゴム組成物を調製し、加硫ゴムシートを作製し、その物性評価を上記方法にて行った。各原料の配合(質量部)と評価結果を表1に示す。
Claims (6)
- α,β−不飽和ニトリル・共役ジエン系ゴム、及び/又は部分水素化α,β−不飽和ニトリル・共役ジエン系ゴムを含有する原料ゴム100質量部と、オレイン酸又はその金属塩0.1〜10質量部とを含有し、
前記原料ゴムは、アクリル系ゴムを更に含有しており、前記アクリル系ゴム(A)とα,β−不飽和ニトリル・共役ジエン系ゴム及び/又は部分水素化α,β−不飽和ニトリル・共役ジエン系ゴム(B)の含有割合((A)/(B))は、これらの合計100質量%に対して、(5〜80質量%)/(20〜95質量%)であって、
前記アクリル系ゴムが、エポキシ基を0.01〜1.5mmol/g含有するエポキシ基含有アクリル系ゴムであり、前記α,β−不飽和ニトリル・共役ジエン系ゴム及び/又は部分水素化α,β−不飽和ニトリル・共役ジエン系ゴムが、カルボキシル基を0.02〜2.5mmol/g含有するカルボキシル基含有不飽和ニトリル・共役ジエン系ゴム及び/又はカルボキシル基含有部分水素化不飽和ニトリル・共役ジエン系ゴムである耐燃料油性ゴム組成物。 - 前記原料ゴムの合計100質量部に対して、5〜200質量部の補強材、前記原料ゴムの合計100質量部に対して、0〜80質量部の可塑剤、及び、前記原料ゴムの合計100質量部に対して0.05〜5質量部の硫黄または前記原料ゴムの合計100質量部に対して0.2〜10質量部の有機過酸化物を更に含有する請求項1に記載の耐燃料油性ゴム組成物。
- 以下に示す所定の抽出試験による沈殿物の体積が0.1ml以下である請求項1または2に記載の耐燃料油性ゴム組成物。
抽出試験:耐燃料油性ゴム組成物をシート状に加工し、160℃、20分の条件でプレス加硫して厚さ2mmのシート状の加硫ゴムを作製する。次に、得られたシート状の加硫ゴムを一辺1cmの正方形に細断してサンプルを作製する。次に、ステンレス管にサンプルを30g入れ、更に試験用燃料油C(トルエン/イソオクタン=50/50(体積比):JIS K6258)を100ml入れる。そして、サンプル及び試験用燃料油Cを40℃とし、その状態でサンプルを試験用燃料油C中に72時間浸漬させる。次に、ステンレス管中の液体(試験用燃料油C及び抽出物)だけを100mlマイヤーフラスコに移し、70℃ホットプレート上で窒素を液面に吹きかけながら全体の体積が10mlになるまで濃縮する。次に、得られた10mlの液体(濃縮された、試験用燃料油C及び抽出物)を遠心分離用容器に移して72時間放置する。次に、回転数400rpmで3分間遠心分離して、沈殿物を得る。 - 請求項1〜3のいずれかに記載の耐燃料油性ゴム組成物が加硫されてなる加硫ゴム。
- 請求項1〜3のいずれかに記載の耐燃料油性ゴム組成物が成形されてなる成形体。
- 請求項1〜3のいずれかに記載の耐燃料油性ゴム組成物がホース状に成形され、加硫されてなるホース状成形体。
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